Ski-in/Ski-out holiday rentals in Orleans County

Teeny Tiny Cottage on Lake Eden Water Front

This cozy cottage with loft on water front, $65 dollars per nights, Two night minimum is required. We have week or month reservations. Depending on availability there is rental of (2) paddle boats (2) kayaks (1) two man canoe (1) Row Boat, and dock space rental for personal water craft. Travel to Burlington airport is one hour and Montreal airports is two hours. The cottage is centrally located between major ski areas, 30 minutes to Jay Peak Resort, Stowe Resort, and Smugglers Notch Resort.

Mountains, golf, hikes, tram & waterpark!

This sunny Jay Village condo with full kitchen and cozy fireplace is the perfect home for your Jay Peak adventures: skiing, hiking, water park, and more! 2 bedrooms/2 baths for family and friends. The ski locker and mudroom are perfect for storing your gear. Family-friendly: Kids' dinnerware, sippy cups, pack 'n play, highchair & sound machine. Come adventure with us! • Managed by Vermont Mountain Experience. Photography, backcountry & resort guiding available - 15% discount for guests!

Ski in/Ski Out- Adjacent to Tram and Magic Carpet!

Welcome to our home! SKI-IN/SKI OUT 2 bedroom condo. Yes this is a true ski in/out condo. Ideal for families with beginner skiers or those that want to be in line first on a powder day. We are steps away to the Tram, Flyer Express, Magic Carpet, Waterpark, and Restaurants. The 2nd floor corner unit has been updated with a full kitchen, washer/dryer, boot/glove heater and plenty of space for your gear. Sleeps up to 8 with a king bed, queen bed, 2 XL twin bunk beds, and a queen sleeper sofa.

Cozy condo on grammy jay ski in/out trail

Convenient location to trails and the Jay resort water park. Access to shuttle system thru the resort. -king size bed - pull out couch - WiFi - electric fireplace This is a ski in/out location! To access: walk across the parking lot to the ski in/out trail which links up with Grammy Jay. Follow the Grammy Jay trail down to the Village Chair Double Lift to access the rest of the trail system. To get back: take the Grammy Jay trail and exit at the "Long Trail" sign to reach the condo.

Ski in Ski out - fantastic location on the trail

This condo lies in the heart of the original Jay Village, offering flexible living space for a family or group of friends. With 2 bedrooms and 2 bathrooms, everyone can have the space that they need. Access via private entrance with a mud room for leaving all the outdoor gear, in summer and in winter. Enjoy free parking, outside space and a balcony with a serene view into the woods. Make the most of the resort activities (Water park, pool, golf, ice rink) for a fee to the resort.

Cozy retreat in Northeast kingdom Greensboro VT

Relax in this calm, stylish space. The guest unit (1 queen bed+a pull out couch) was built in 2023. Located on an extremely quiet rise well back from the road and overlooking Caspian Lake. Cross-country skiing right out the door. Less than 1 hour away from Stowe and Burke Mt, 10 minutes to Hill Farmstead Brewery or Barr Hill, minutes away to library, tennis, golf, art center, public beach, stores. Easy access to the trail network of Highland Lodge and Craftsbury Outdoor Center.

Rustic Retreat on COC Trails/Near Hill Farmstead

This simple home is the place to go to turn off your phone, breathe, and unwind. Located down a dirt road and on our town's world class cross country ski trail system, it's a 5 min drive to the Craftsbury Outdoor Center and 15 m to Hill Farmstead/Jasper Hill Farm. Close to many places to hike, kayak, downhill ski, and more, the Airbnb is also near many local artists, breweries, and restaurants (Blackbird! Hill Farmstead!).

Spectacular Views in Greensboro/Glover House!

Our home, situated on 50 acres of pristine Vermont forest, was originally built in 2001 and renovated in 2018. The land on which it is built has been in our family for 3 generations and features sweeping vistas of beautifully forested Vermont mountains. Lounge on the large wrap around deck as you barbeque your favorite meal, enjoy a beverage, take in breathtaking sunsets! This is a great place for families.

Stay at Historic Greensboro Barn

My comfortable one bedroom apt (king bed and sofa bed) tucked away inside this restored historic barn is a perfect spot for a cozy rural get away or staycation. I follow Airbnb's 5-step enhanced cleaning process. Moments away from world class food and drinks, this beautiful rural surrounding is a wonderland for many activities.